Metal-Free Cascade [4+1] Cyclization Access to 4-Aryl-NH-1,2,3-triazoles from N-Tosylhydrazones and Sodium Azide

被引：40
作者：
Shu, Wen-Ming [1 ]
Zhang, Xun-Fang [1 ]
Zhang, Xiang-Xiang [1 ]
Li, Min [1 ]
Wang, An-Jing [1 ]
Wu, An-Xin [2 ]
机构：
[1] Yangtze Univ, Coll Chem & Environm Engn, Jingzhou 434023, Peoples R China
[2] Cent China Normal Univ, Minist Educ, Coll Chem, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 84卷 / 22期
基金：
中国国家自然科学基金;
关键词：
ONE-POT SYNTHESIS; ONE-STEP SYNTHESIS; REGIOSELECTIVE SYNTHESIS; MULTICOMPONENT REACTION; AROMATIC-ALDEHYDES; CARBONYL-COMPOUNDS; ALKYNES; NITROALKANES; 4-ARYL-1H-1,2,3-TRIAZOLES; 1H-1,2,3-TRIAZOLES;
D O I：
10.1021/acs.joc.9b02250
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A molecular iodine-mediated coupling cyclization reaction for the synthesis of 4-aryl-NH-1,2,3-triazoles has been developed from N-tosylhydrazones and sodium azide. This metal-free cascade [4 + 1] cyclization reaction could rapidly synthesize valuable compounds via a sequential C-N and N-N bond formation. Mechanistic studies demostrate that the nitrogen atoms of the 1,2,3-triazoles are not entirely from sodium azide.
引用
收藏
页码：14919 / 14925
页数：7
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